# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 17:58:06 2021
#   Inital geometry file: a 150 line input string
#   Ligand name: ~{N}-(2-methoxy-5-piperidin-1-ylsulfonyl-phenyl)-3-methyl-4-oxidanylidene-5,6,7,8-tetrahydro-2~{H}-cyclohepta[c]pyrrole-1-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1NC(=O)c2[nH]c(C)c3C(=O)CCCCc23)[S](=O)(=O)N4CCCCC4
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 L2W  L2W  ~{N}-(2-methoxy-5-piperidin-1-ylsulfonyl-phenyl)-3-methyl-4-oxidanylidene-5,6,7,8-tetrahydro-2~{H}-cyclohepta[c]pyrrole-1-carboxamide  ligand  61  32  .  2022-03-22  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_L2W
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 L2W  N    N  NR15  0  -0.661  14.2246   -8.5255   -8.3262
 L2W  C    C  CR5   0   0.362  13.8132   -9.7921   -8.4277
 L2W  O    O  O     0  -0.425  13.3737  -12.5803   -7.7042
 L2W  C1   C  CH3   0  -0.726  12.9504  -10.2485   -9.5468
 L2W  C10  C  C     0   0.478  15.5420   -7.0013   -6.9666
 L2W  C11  C  CR6   0   0.305  17.2969   -5.8248   -5.6687
 L2W  C12  C  CR6   0   0.347  18.2822   -6.0663   -4.6837
 L2W  C13  C  CH3   0  -0.438  19.4335   -7.7011   -3.3927
 L2W  C14  C  CR16  0  -0.373  18.9789   -5.0097   -4.1174
 L2W  C15  C  CR16  0  -0.241  18.7171   -3.7051   -4.5121
 L2W  C16  C  CR6   0  -0.207  17.7542   -3.4747   -5.4773
 L2W  C17  C  CH2   0  -0.310  18.2222   -2.4009   -8.5496
 L2W  C18  C  CH2   0  -0.431  18.9416   -1.7905   -9.7427
 L2W  C19  C  CH2   0  -0.446  20.4378   -1.6840   -9.4831
 L2W  C2   C  CR5   0  -0.159  14.3664  -10.4876   -7.3505
 L2W  C20  C  CH2   0  -0.433  20.6906   -0.9209   -8.1908
 L2W  C21  C  CH2   0  -0.308  19.9385   -1.5476   -7.0268
 L2W  C22  C  CR16  0  -0.301  17.0406   -4.5206   -6.0592
 L2W  C3   C  C     0   0.338  14.2327  -11.9242   -7.1378
 L2W  C4   C  CH2   0  -0.589  15.2551  -12.5698   -6.2359
 L2W  C5   C  CH2   0  -0.428  15.0496  -12.2732   -4.7458
 L2W  C6   C  CH2   0  -0.456  14.8730  -10.7964   -4.3990
 L2W  C7   C  CH2   0  -0.581  15.7330   -9.8410   -5.2320
 L2W  C8   C  CR5   0   0.047  15.1285   -9.5639   -6.5779
 L2W  C9   C  CR5   0   0.173  15.0279   -8.3475   -7.2252
 L2W  N1   N  NH1   0  -0.765  16.6486   -6.9482   -6.1776
 L2W  N2   N  N     0  -0.560  18.5076   -1.6118   -7.3458
 L2W  O1   O  O     0  -0.475  15.0097   -6.0176   -7.4615
 L2W  O2   O  O2    0  -0.474  18.4636   -7.3535   -4.3673
 L2W  O3   O  OS    0  -0.655  16.1250   -1.7575   -6.5898
 L2W  O4   O  OS    0  -0.656  17.8914   -0.9002   -5.0272
 L2W  S    S  S     0   1.371  17.4801   -1.8313   -6.0660
 L2W  H1   H  HNR5  0   0.415  13.9966   -7.7929   -8.9823
 L2W  H2   H  HCH3  0   0.260  13.3803  -11.1143  -10.0484
 L2W  H3   H  HCH3  0   0.261  11.9652  -10.5428   -9.1867
 L2W  H4   H  HCH3  0   0.252  12.8201   -9.4572  -10.2838
 L2W  H5   H  HCH3  0   0.269  19.4083   -8.7839   -3.3118
 L2W  H6   H  HCH3  0   0.241  20.4349   -7.3883   -3.6941
 L2W  H7   H  HCH3  0   0.240  19.1963   -7.2647   -2.4205
 L2W  H8   H  HCR6  0   0.299  19.7273   -5.1815   -3.3568
 L2W  H9   H  HCR6  0   0.286  19.2643   -2.8940   -4.0529
 L2W  H11  H  HCH2  0   0.230  18.5504   -3.4405   -8.4124
 L2W  H12  H  HCH2  0   0.230  18.5241   -0.8004   -9.9444
 L2W  H13  H  HCH2  0   0.246  18.7407   -2.4110  -10.6180
 L2W  H14  H  HCH2  0   0.220  20.8639   -2.6892   -9.4008
 L2W  H15  H  HCH2  0   0.242  20.9387   -1.1955  -10.3206
 L2W  H16  H  HCH2  0   0.246  21.7544   -0.9109   -7.9461
 L2W  H17  H  HCH2  0   0.229  20.3748    0.1200   -8.3018
 L2W  H18  H  HCH2  0   0.230  20.3339   -2.5540   -6.8302
 L2W  H19  H  HCH2  0   0.271  20.0844   -0.9484   -6.1308
 L2W  H20  H  HCR6  0   0.302  16.2879   -4.3253   -6.8051
 L2W  H21  H  HCH2  0   0.265  15.2354  -13.6487   -6.3953
 L2W  H22  H  HCH2  0   0.255  16.2467  -12.2184   -6.5350
 L2W  H23  H  HCH2  0   0.240  14.1883  -12.8349   -4.3780
 L2W  H24  H  HCH2  0   0.242  15.9219  -12.6661   -4.2192
 L2W  H25  H  HCH2  0   0.249  15.1154  -10.6589   -3.3437
 L2W  H26  H  HCH2  0   0.234  13.8262  -10.5019   -4.5085
 L2W  H27  H  HCH2  0   0.258  16.7506  -10.2379   -5.3274
 L2W  H28  H  HCH2  0   0.253  15.8216   -8.9061   -4.6775
 L2W  H29  H  HNH1  0   0.437  17.0839   -7.8271   -5.9446
 L2W  H10  H  HCH2  0   0.271  17.1495   -2.4117   -8.7304

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 L2W  C18  C19  single    1.522  0.020  1.522
 L2W  C18  C17  single    1.521  0.020  1.521
 L2W  C19  C20  single    1.522  0.020  1.522
 L2W  C1   C    single    1.485  0.020  1.485
 L2W  C17  N2   single    1.467  0.020  1.467
 L2W  C20  C21  single    1.521  0.020  1.521
 L2W  C    N    aromatic  1.336  0.020  1.336
 L2W  C    C2   aromatic  1.396  0.020  1.396
 L2W  N    C9   aromatic  1.375  0.020  1.375
 L2W  O1   C10  double    1.223  0.020  1.223
 L2W  O    C3   double    1.220  0.020  1.220
 L2W  N2   C21  single    1.467  0.020  1.467
 L2W  N2   S    single    1.656  0.020  1.656
 L2W  C2   C3   single    1.458  0.020  1.458
 L2W  C2   C8   aromatic  1.425  0.020  1.425
 L2W  C3   C4   single    1.508  0.020  1.508
 L2W  C9   C10  single    1.464  0.020  1.464
 L2W  C9   C8   aromatic  1.382  0.020  1.382
 L2W  C10  N1   single    1.360  0.020  1.360
 L2W  C4   C5   single    1.533  0.020  1.533
 L2W  C8   C7   single    1.501  0.020  1.501
 L2W  O3   S    double    1.455  0.020  1.455
 L2W  S    C16  single    1.767  0.020  1.767
 L2W  S    O4   double    1.454  0.020  1.454
 L2W  C22  C16  aromatic  1.393  0.020  1.393
 L2W  C22  C11  aromatic  1.385  0.020  1.385
 L2W  N1   C11  single    1.393  0.020  1.393
 L2W  C7   C6   single    1.532  0.020  1.532
 L2W  C16  C15  aromatic  1.383  0.020  1.383
 L2W  C5   C6   single    1.527  0.020  1.527
 L2W  C11  C12  aromatic  1.414  0.020  1.414
 L2W  C15  C14  aromatic  1.388  0.020  1.388
 L2W  C12  O2   single    1.338  0.020  1.338
 L2W  C12  C14  aromatic  1.386  0.020  1.386
 L2W  O2   C13  single    1.418  0.020  1.418
 L2W  N    H1   single    0.860  0.020  1.020
 L2W  C1   H2   single    0.970  0.020  1.090
 L2W  C1   H3   single    0.970  0.020  1.090
 L2W  C1   H4   single    0.970  0.020  1.090
 L2W  C13  H5   single    0.970  0.020  1.090
 L2W  C13  H6   single    0.970  0.020  1.090
 L2W  C13  H7   single    0.970  0.020  1.090
 L2W  C14  H8   single    0.930  0.020  1.080
 L2W  C15  H9   single    0.930  0.020  1.080
 L2W  C17  H10  single    0.970  0.020  1.090
 L2W  C17  H11  single    0.970  0.020  1.090
 L2W  C18  H12  single    0.970  0.020  1.090
 L2W  C18  H13  single    0.970  0.020  1.090
 L2W  C19  H14  single    0.970  0.020  1.090
 L2W  C19  H15  single    0.970  0.020  1.090
 L2W  C20  H16  single    0.970  0.020  1.090
 L2W  C20  H17  single    0.970  0.020  1.090
 L2W  C21  H18  single    0.970  0.020  1.090
 L2W  C21  H19  single    0.970  0.020  1.090
 L2W  C22  H20  single    0.930  0.020  1.080
 L2W  C4   H21  single    0.970  0.020  1.090
 L2W  C4   H22  single    0.970  0.020  1.090
 L2W  C5   H23  single    0.970  0.020  1.090
 L2W  C5   H24  single    0.970  0.020  1.090
 L2W  C6   H25  single    0.970  0.020  1.090
 L2W  C6   H26  single    0.970  0.020  1.090
 L2W  C7   H27  single    0.970  0.020  1.090
 L2W  C7   H28  single    0.970  0.020  1.090
 L2W  N1   H29  single    0.860  0.020  1.020

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 L2W  H1   N    C9   123.96  3.000
 L2W  H1   N    C    124.70  3.000
 L2W  C9   N    C    111.33  3.000
 L2W  C2   C    C1   131.18  3.000
 L2W  C2   C    N    106.96  3.000
 L2W  C1   C    N    121.85  3.000
 L2W  H4   C1   H3   108.16  3.000
 L2W  H4   C1   H2   108.25  3.000
 L2W  H3   C1   H2   107.13  3.000
 L2W  H4   C1   C    110.87  3.000
 L2W  H3   C1   C    111.06  3.000
 L2W  H2   C1   C    111.23  3.000
 L2W  O1   C10  N1   123.88  3.000
 L2W  N1   C10  C9   115.09  3.000
 L2W  O1   C10  C9   121.01  3.000
 L2W  N1   C11  C22  124.76  3.000
 L2W  N1   C11  C12  116.16  3.000
 L2W  C22  C11  C12  119.08  3.000
 L2W  O2   C12  C14  124.64  3.000
 L2W  C14  C12  C11  120.30  3.000
 L2W  O2   C12  C11  115.06  3.000
 L2W  H7   C13  H6   109.30  3.000
 L2W  H7   C13  H5   109.10  3.000
 L2W  H6   C13  H5   109.12  3.000
 L2W  H7   C13  O2   111.43  3.000
 L2W  H6   C13  O2   111.56  3.000
 L2W  H5   C13  O2   106.24  3.000
 L2W  H8   C14  C15  118.70  3.000
 L2W  H8   C14  C12  120.95  3.000
 L2W  C15  C14  C12  120.35  3.000
 L2W  H9   C15  C16  121.61  3.000
 L2W  H9   C15  C14  119.28  3.000
 L2W  C16  C15  C14  119.11  3.000
 L2W  S    C16  C22  118.65  3.000
 L2W  C22  C16  C15  121.53  3.000
 L2W  S    C16  C15  119.71  3.000
 L2W  H11  C17  H10  107.80  3.000
 L2W  H11  C17  N2   110.38  3.000
 L2W  H10  C17  N2   109.48  3.000
 L2W  H11  C17  C18  109.66  3.000
 L2W  H10  C17  C18  109.88  3.000
 L2W  N2   C17  C18  109.62  3.000
 L2W  H13  C18  H12  107.25  3.000
 L2W  H13  C18  C19  110.94  3.000
 L2W  H12  C18  C19  110.09  3.000
 L2W  H13  C18  C17  108.29  3.000
 L2W  H12  C18  C17  109.12  3.000
 L2W  C19  C18  C17  111.05  3.000
 L2W  H15  C19  H14  106.86  3.000
 L2W  H15  C19  C20  110.54  3.000
 L2W  H14  C19  C20  109.38  3.000
 L2W  H15  C19  C18  110.58  3.000
 L2W  H14  C19  C18  109.34  3.000
 L2W  C20  C19  C18  110.07  3.000
 L2W  C8   C2   C3   127.48  3.000
 L2W  C8   C2   C    107.89  3.000
 L2W  C3   C2   C    124.53  3.000
 L2W  H17  C20  H16  107.20  3.000
 L2W  H17  C20  C21  109.09  3.000
 L2W  H16  C20  C21  108.31  3.000
 L2W  H17  C20  C19  110.07  3.000
 L2W  H16  C20  C19  110.90  3.000
 L2W  C21  C20  C19  111.16  3.000
 L2W  H19  C21  H18  107.98  3.000
 L2W  H19  C21  N2   109.51  3.000
 L2W  H18  C21  N2   110.47  3.000
 L2W  H19  C21  C20  109.70  3.000
 L2W  H18  C21  C20  109.65  3.000
 L2W  N2   C21  C20  109.51  3.000
 L2W  H20  C22  C16  120.71  3.000
 L2W  H20  C22  C11  119.67  3.000
 L2W  C16  C22  C11  119.62  3.000
 L2W  C4   C3   C2   116.53  3.000
 L2W  C4   C3   O    121.64  3.000
 L2W  C2   C3   O    121.76  3.000
 L2W  H22  C4   H21  107.11  3.000
 L2W  H22  C4   C5   108.97  3.000
 L2W  H21  C4   C5   109.32  3.000
 L2W  H22  C4   C3   108.27  3.000
 L2W  H21  C4   C3   108.89  3.000
 L2W  C5   C4   C3   114.05  3.000
 L2W  H24  C5   H23  106.41  3.000
 L2W  H24  C5   C6   109.31  3.000
 L2W  H23  C5   C6   109.25  3.000
 L2W  H24  C5   C4   106.98  3.000
 L2W  H23  C5   C4   109.49  3.000
 L2W  C6   C5   C4   115.04  3.000
 L2W  H26  C6   H25  106.00  3.000
 L2W  H26  C6   C7   108.37  3.000
 L2W  H25  C6   C7   108.82  3.000
 L2W  H26  C6   C5   110.40  3.000
 L2W  H25  C6   C5   108.40  3.000
 L2W  C7   C6   C5   114.50  3.000
 L2W  H28  C7   H27  106.21  3.000
 L2W  H28  C7   C8   109.29  3.000
 L2W  H27  C7   C8   111.26  3.000
 L2W  H28  C7   C6   107.69  3.000
 L2W  H27  C7   C6   110.03  3.000
 L2W  C8   C7   C6   112.12  3.000
 L2W  C9   C8   C7   127.72  3.000
 L2W  C7   C8   C2   125.57  3.000
 L2W  C9   C8   C2   106.13  3.000
 L2W  C8   C9   C10  134.53  3.000
 L2W  C8   C9   N    107.69  3.000
 L2W  C10  C9   N    117.76  3.000
 L2W  H29  N1   C11  114.69  3.000
 L2W  H29  N1   C10  116.83  3.000
 L2W  C11  N1   C10  128.46  3.000
 L2W  S    N2   C21  116.29  3.000
 L2W  S    N2   C17  116.24  3.000
 L2W  C21  N2   C17  113.05  3.000
 L2W  C13  O2   C12  119.41  3.000
 L2W  O4   S    O3   119.22  3.000
 L2W  O4   S    N2   106.96  3.000
 L2W  O3   S    N2   107.04  3.000
 L2W  O4   S    C16  108.27  3.000
 L2W  O3   S    C16  108.16  3.000
 L2W  N2   S    C16  106.53  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 L2W  CONST_01  C8   C2   C    N       0.00   0.0  0
 L2W  CONST_02  C2   C8   C9   N       0.00   0.0  0
 L2W  CONST_03  C8   C9   N    C       0.00   0.0  0
 L2W  CONST_04  C9   C8   C2   C       0.00   0.0  0
 L2W  CONST_05  C15  C16  C22  C11     0.00   0.0  0
 L2W  CONST_06  C15  C14  C12  C11     0.00   0.0  0
 L2W  CONST_07  C16  C22  C11  C12     0.00   0.0  0
 L2W  CONST_08  C16  C15  C14  C12     0.00   0.0  0
 L2W  CONST_09  C22  C16  C15  C14     0.00   0.0  0
 L2W  CONST_10  C22  C11  C12  C14     0.00   0.0  0
 L2W  CONST_11  C9   N    C    C2      0.00   0.0  0
 L2W  CONST_12  C10  C9   N    C     180.00   0.0  0
 L2W  CONST_13  C9   N    C    C1    180.00   0.0  0
 L2W  CONST_14  C3   C2   C    C1      0.00   0.0  0
 L2W  CONST_15  C8   C2   C    C1    180.00   0.0  0
 L2W  CONST_16  C2   C8   C9   C10   180.00   0.0  0
 L2W  CONST_17  C7   C8   C9   C10     0.00   0.0  0
 L2W  CONST_18  S    C16  C22  C11   180.00   0.0  0
 L2W  CONST_19  S    C16  C15  C14   180.00   0.0  0
 L2W  CONST_20  N1   C11  C12  C14   180.00   0.0  0
 L2W  CONST_21  O2   C12  C14  C15   180.00   0.0  0
 L2W  CONST_22  N1   C11  C22  C16   180.00   0.0  0
 L2W  CONST_23  O2   C12  C11  C22   180.00   0.0  0
 L2W  CONST_24  H8   C14  C12  C11   180.00   0.0  0
 L2W  CONST_25  H20  C22  C11  C12   180.00   0.0  0
 L2W  CONST_26  H9   C15  C14  C12   180.00   0.0  0
 L2W  CONST_27  H1   N    C    C2    180.00   0.0  0
 L2W  CONST_28  C9   C10  N1   C11   180.00   0.0  0
 L2W  CONST_29  C22  C11  N1   C10     0.00   0.0  0
 L2W  CONST_30  C12  C11  N1   C10   180.00   0.0  0
 L2W  CONST_31  H29  N1   C11  C12     0.00   0.0  0
 L2W  CONST_32  O1   C10  N1   C11     0.00   0.0  0
 L2W  Var_01    C4   C3   C2   C     159.34  30.0  1
 L2W  Var_02    C20  C19  C18  C17   -54.47  30.0  1
 L2W  Var_03    C20  C21  N2   C17    59.46  30.0  1
 L2W  Var_04    C21  C20  C19  C18    54.53  30.0  1
 L2W  Var_05    C21  N2   C17  C18   -59.52  30.0  1
 L2W  Var_06    N2   C17  C18  C19    56.19  30.0  1
 L2W  Var_07    N2   C21  C20  C19   -56.20  30.0  1
 L2W  Var_08    C5   C4   C3   C2     74.49  30.0  1
 L2W  Var_09    C6   C7   C8   C2    -33.43  30.0  1
 L2W  Var_10    C6   C5   C4   C3    -50.27  30.0  1
 L2W  Var_11    C7   C6   C5   C4    -36.97  30.0  1
 L2W  Var_12    C8   C7   C6   C5     80.80  30.0  1
 L2W  Var_13    N2   S    C16  C15    89.21  30.0  2
 L2W  Var_14    C17  N2   S    C16    67.98  30.0  1
 L2W  Var_15    O1   C10  C9   N      19.64  30.0  2
 L2W  Var_16    C14  C12  O2   C13    -0.35  30.0  1
 L2W  Var_17    H2   C1   C    N     126.97  30.0  2
 L2W  Var_18    H5   C13  O2   C12  -179.46  30.0  3

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 L2W  plan-1  C11  0.020
 L2W  plan-1  C12  0.020
 L2W  plan-1  C14  0.020
 L2W  plan-1  C15  0.020
 L2W  plan-1  C16  0.020
 L2W  plan-1  C22  0.020
 L2W  plan-1  N1   0.020
 L2W  plan-1  O2   0.020
 L2W  plan-1  S    0.020
 L2W  plan-1  H8   0.020
 L2W  plan-1  H9   0.020
 L2W  plan-1  H20  0.020
 L2W  plan-2  N    0.020
 L2W  plan-2  C    0.020
 L2W  plan-2  C1   0.020
 L2W  plan-2  C10  0.020
 L2W  plan-2  C2   0.020
 L2W  plan-2  C3   0.020
 L2W  plan-2  C7   0.020
 L2W  plan-2  C8   0.020
 L2W  plan-2  C9   0.020
 L2W  plan-2  H1   0.020
 L2W  plan-3  C10  0.020
 L2W  plan-3  C11  0.020
 L2W  plan-3  C9   0.020
 L2W  plan-3  N1   0.020
 L2W  plan-3  O1   0.020
 L2W  plan-3  H29  0.020
 L2W  plan-4  O    0.020
 L2W  plan-4  C2   0.020
 L2W  plan-4  C3   0.020
 L2W  plan-4  C4   0.020

